Antibiotic resistance-modifying tricyclic heteroaryl compounds and uses thereof

Abstract

The present invention provides 1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole derivative compounds and uses thereof. In particular, compounds of the invention are of the formula where n is an integer from 0-4; each of z, a1, a2, a3, a4, and a5 is independently 0 or 1, provided at least one of a1-a5 is 1; Aris phenyl or a nitrogen atom containing 6-membered heteroaryl; Cycis 5, 6, or 7-membered nitrogen atom containing heterocyclyl optionally containing one to three additional substituents in addition to Rand R; Xis —C(═O)—, —C(═O)—NR—, or —SO—NH—; each of Rand Ris independently C-Calkylene; Ris optionally substituted C-Calkylene; Xis O or NR; each Ris independently halogen, optionally substituted C-Calkyl, optionally substituted C-Chaloalkyl, optionally substituted cycloalkyl, optionally substituted heterocyclyl, —OR, or NRR, where Rhydrogen, C-Calkyl, C-Chaloalkyl, or a hydroxyl protecting group, and wherein each of Rand Ris independently hydrogen, C-Calkyl, C-Chaloalkyl, optionally substituted cycloalkyl, optionally substituted heterocyclyl, or a nitrogen protecting group; each of Rand Ris independently hydrogen, halogen, optionally substituted C-Calkyl, optionally substituted C-Chaloalkyl, optionally substituted cycloalkyl, optionally substituted heterocyclyl, —OR, or —NRR, where Rhydrogen, C-Calkyl, C-Chaloalkyl, or a hydroxyl protecting group, and wherein each of Rand Ris independently hydrogen, C-Calkyl, C-Chaloalkyl, optionally substituted cycloalkyl, optionally substituted heterocyclyl, or a nitrogen protecting group, or Rand Rtogether with the carbon atom to which they are attached to form a cycloalkyl group; and Q is an optionally substituted aryl, optionally substituted heteroaryl, or optionally substituted C-Ccycloalkyl.